Challenge
Challenge, push back, play devil's advocate on AI output. Use when: challenge this, are you sure, push back, prove it, what if you're wrong, devil's advocate, stress test, poke holes, second opinion, sanity check, too confident, really?, question this decision. Subcommands: anchor (committed too fast), verify (facts wrong?), framing (wrong problem?), deep (full devil's advocate in separate contex…
Install
$ agentstack add skill-digital-stoic-org-agent-skills-challenge ✓ scanned · ✓ verified, works with Claude Code, Cursor, and more.
Security review
✓ PassedNo issues found. Passed automated security review. · v0.1.0 How review works →
- ✓ Prompt-injection patterns
- ✓ Secret / credential exfiltration
- ✓ Dangerous shell & filesystem operations
- ✓ Untrusted network calls
- ✓ Known-malicious package signatures
What it can access
- ✓ Network access No
- ✓ Filesystem access No
- ✓ Shell / process execution No
- ✓ Environment & secrets No
- ✓ Dynamic code execution No
From automated source analysis of v0.1.0. “Used” means the capability is present in the source — more access means more to trust, not that it’s unsafe.
Verified badge
Passed review? Show it. Paste this badge into your README, it links to the public security report.
Links to your public security report.[](https://agentstack.voostack.com/security/report/skill-digital-stoic-org-agent-skills-challenge) Reliability & compatibility
Declared compatibility
Compatibility is declared by the source manifest. End-to-end runtime verification is coming, see below.
We're building live execution health for every listing: tool-call success rate, median latency, uptime, and last-checked timestamps, measured, not self-reported. It isn't live yet, so we don't show numbers we can't stand behind.
How agent discovery & health will work →About
Challenge
Apply structured provocation patterns to force reconsideration of current work.
Target: $ARGUMENTS
⚠️ AskUserQuestion Guard
CRITICAL: After EVERY AskUserQuestion call, check if answers are empty/blank. Known Claude Code bug: outside Plan Mode, AskUserQuestion silently returns empty answers without showing UI.
If answers are empty: DO NOT proceed with assumptions. Instead:
- Output: "⚠️ Questions didn't display (known Claude Code bug outside Plan Mode)."
- Present the options as a numbered text list and ask user to reply with their choice number.
- WAIT for user reply before continuing.
Dispatch
Parse first word of $ARGUMENTS as subcommand:
| Subcommand | Error Type | Protocol | |---|---|---| | anchor | Premature commitment / anchoring bias | Read protocols/anchor.md → execute | | verify | Factual errors / hallucination | Read protocols/verify.md → execute | | framing | Wrong problem / framing errors | Read protocols/framing.md → execute | | deep | High stakes — all 9 patterns in fresh context | Spawn devil-advocate sub-agent via Agent |
No-Subcommand Fallback
If no subcommand detected:
AskUserQuestion: "What are you worried about with the current AI response?"
- A) Anchoring bias — AI committed too early to one approach
- B) Factual accuracy — claims may be wrong or hallucinated
- C) Wrong framing — solving the wrong problem
- D) High stakes — want all 9 patterns in fresh context (Devil's Advocate)
→ Dispatch to matching subcommand based on answer.
Deep Subcommand
Spawn via Agent tool:
- subagent_type:
dstoic:devil-advocate:devil-advocate - prompt: target description + relevant file paths to read
- The agent runs ALL 9 patterns (anchor: Gatekeeper, Reset, Alt Approaches, Pre-mortem · verify: Proof Demand, CoVe, Fact Check List · framing: Socratic, Steelman) comprehensively in fresh context
- DO NOT pass parent conversation reasoning — fresh context is the point
Thinking Transparency (applies to all subcommands)
For every finding, make reasoning explicit:
- Observation: What specifically in the target triggered this finding
- Technique family: Which challenge family (anchor/verify/framing) and named pattern (e.g., Gatekeeper, CoVe, Steelman) — cite mechanism from
reference.mdpattern catalog - Reasoning: Why this observation matters — what cognitive bias or error it reveals
- Confidence: How certain is this finding (High/Medium/Low) and what evidence supports that rating
Output
All subcommands produce a Challenge Report (structured, not prose). See reference.md for report format and pattern catalog.
Source & license
This open-source skill is cataloged on AgentStack and links to its original source — we do not rehost the code.
- Author: digital-stoic-org
- Source: digital-stoic-org/agent-skills
- License: MIT
Install and usage instructions live in the source repository linked above.
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Versions
- v0.1.0 Imported from the upstream source.